SML4177
2-NBDG
≥97% (HPLC), powder, fluorescent glucose analog
别名:
(2R,3R,4S,5R)-3,4,5,6-Tetrahydroxy-2-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)hexanal, 2-Deoxy-2-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-D-glucose, 2 NBDG, 2NBDG
质量水平
方案
≥97% (HPLC)
表单
powder
颜色
, Faint yellow to dark brown
溶解性
H2O: 2 mg/mL, clear (Warmed)
储存温度
-10 to -25°C
SMILES字符串
OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](C=O)NC(C1=NON=C12)=CC=C2[N+]([O-])=O
一般描述
2-NBDG, a fluorescent 2-deoxyglucose analog (excitation/emission:~470/545 nm), supplied as a mixture of α-and β-anomers, enters cells via GLUT transporters, competing with D-glucose. Intracellularly, hexokinase phosphorylates 2-NBDG at C-6, mimicking the first step of glycolysis, before it degrades to a non-fluorescent derivative. This sensitive fluorescent tracer illuminates glucose uptake in diverse cell types (e.g., adipocytes,myocytes, tumor cells), offering insights into glycolytic flux, mitochondrial activity, and overall cellular energetics. Compatible with confocal microscopy, flow cytometry, and spectrofluorometry, 2-NBDG (typically used at 10 μM, 37°C,60 min) enables real-time monitoring of glucose transport kinetics and metabolic dynamics in various biological systems, from insulin-responsive tissues to cancer models.
应用
2-Deoxy-2-[(7-nitro-2,1,3-benzoxadiazol-4-yl)-amino]-D-glucose (2-NBDG)maybe used as a surrogate reagent to visualize glucose uptake in live cells andtissues for metabolic studies.
特点和优势
- offers a balance of ease of use
- non-toxicity
- compatibility with common research techniques
- serves as a valuable tool for studying cellular glucose uptake, utilization, and metabolism in various cell types
历史批次信息供参考:
分析证书(COA)
Lot/Batch Number
Lucas J D'Souza et al.
PloS one, 17(8), e0261801-e0261801 (2022-08-25)
The fluorescent derivative of glucose, 2-Deoxy-2-[(7-nitro-2,1,3-benzoxadiazol-4-yl)-amino]-D-glucose (2NBDG), is a widely used surrogate reagent to visualize glucose uptake in live cells at single cell resolution. Using CRISPR-Cas9 gene editing in 5TGM1 myeloma cells, we demonstrate that ablation of the glucose transporter
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